9/26/2021 News New downstream synthetic route of 20781-20-8

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, (2,4-Dimethoxyphenyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference of 20781-20-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

According to Scheme 35, a 10 mL micro wavable vial was charged with compound 10 (250 mg, 0.73 mmol), 2,4-dimethoxybenzylamine (Aldrich, 0.54 mL, 3.63 mmol), Pd2(dba)3 (21 mg, 0.036 mmol), NaOBu-t (140 mg, 1.46 mmol), BINAP (45 mg, 0.07 mmol) and dioxane/DMF (3 mL/1 mL). The mixture was purge with argon and then stirred at 160C under microwave for 20 min. The reaction mixture was cooled to room temperature and diluted with EtOAc. The EtOAc was isolated and dried over MgS04. The EtOAc was evaporated and the residue was subjected to flash column chromatography (hexanes/EtOAc) to give compound 11 as white solid (yield 55%) (m/z + H) 474.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, (2,4-Dimethoxyphenyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PURDUE PHARMA L.P.; NI, Chiyou; SHAO, Bin; TAFESSE, Laykea; YAO, Jiangchao; YU, Jianming; ZHOU, Xiaoming; WO2012/35421; (2012); A2;,
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September 17, 2021 News Extended knowledge of 20781-20-8

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H13NO2

Into a vial was added the 4-bromo-2-fluoro-N-thiazol-2-yl-benzenesulfonamide (2.60 g, 0.00771 mol), sodium tert-butoxide (1.78 g, 0.0185 mol), 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (0.27 g, 0.00046 mol), tris(dibenzylideneacetone)dipalladium(0) (0.14 g, 0.00015 mol) and 1,4-dioxane (24.1 mL, 0.308 mol). Argon was bubbled for 15 minutes. 2,4-Dimethoxybenzylamine (1.40 mL, 0.00925 mol) was added and the reaction mixture was heated at 100 C. overnight. The reaction mixture was cooled to room temperature then filtered over Celite. The filtrate was concentrated to give the crude product that was purified via automated flash chromatography (silica gel, 50% EtOAc in hexanes to 100% EtOAc) to give the product as a yellow solid (2.59 g, 79.3%)

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Icagen; US2009/23740; (2009); A1;,
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September 16, 2021 News Simple exploration of 20781-20-8

According to the analysis of related databases, 20781-20-8, the application of this compound in the production field has become more and more popular.

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 20781-20-8 as follows. Recommanded Product: (2,4-Dimethoxyphenyl)methanamine

To a solution of 2,4-dimethoxybenzylamine (Sigma-Aldrich) (6.6 mL, 43.5 mmol) in DCM (85 mL) was added saturated aqueous sodium bicarbonate solution (85 mL) and the mixture was stirred vigorously at RT for 15 min. Stirring was stopped; then thiophosgene (6.6 mL, 87 mmol) was added via syringe to the bottom layer. The mixture was stirred at RT for 90 min then the aqueous layer was separated and the organic layer was washed with brine, dried over Na2S04 and concentrated in vacuo twice from DCM to give l-(isothiocyanatomethyl)-2,4- dimethoxybenzene

According to the analysis of related databases, 20781-20-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KHAN, Tanweer; SMITH, Elizabeth; WILLIAMS, Peter; WISCOUNT, Catherine; MCKITTRICK, Brian; MCCAULEY, John; (72 pag.)WO2018/106519; (2018); A1;,
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September-21 News Continuously updated synthesis method about 20781-20-8

The synthetic route of (2,4-Dimethoxyphenyl)methanamine has been constantly updated, and we look forward to future research findings.

Electric Literature of 20781-20-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Add methyl 2-[(£’)-2-(dimethylamino)vinyl]-5-nitro-benzoate (2.4 Kg crude, 9.65 mol), 2,4-dimethoxybenzylamine (2.14 Kg, 12.8 mol) and toluene (30 L). Heat the mixture to 95-100 C and stir at that temperature for 16 hours. Cool to 20-25 C and collect the precipitated solid by filtration. Dry the yellow solid in the air for two days to give the crude product (2.17 Kg, 66%) which is used without further purification. ES/MS (m/z): 341.1 (M+H).

The synthetic route of (2,4-Dimethoxyphenyl)methanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; BROOKS, Harold Burns; DALLY, Robert Dean; DURHAM, Timothy Barrett; FALES, Kevin Robert; FRIMPONG, Kwame; MCCOWAN, Jefferson Ray; NJOROGE, Frank George; SHEPHERD, Timothy Alan; SI, Chong; THRASHER, Kenneth Jeff; TOTH, James Lee; WU, Zhipei; (106 pag.)WO2016/89670; (2016); A1;,
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9/10/21 News Application of 20781-20-8

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, A new synthetic method of this compound is introduced below., category: ethers-buliding-blocks

1-(2,4-Dimethoxyphenyl)methanamine (20.3 mL, 135 mmol) was added to asolution of C4 (10.3 g, 90.2 mmol) in methanol (200 mL), and the reaction mixture was stirred for 1 hour at room temperature. It was then cooled to -78 C; lithium borohydride solution (2 M in tetrahydrofuran, 45.1 mL, 90.2 mmol) was added drop-wise, and stirring was continued at -78 C for 2 hours. After slowly warming to room temperature overnight, the reaction mixture was quenched via careful addition of saturated aqueous sodium bicarbonate solution. Ethyl acetate (250 mL) and sufficient water to solubilize the precipitate were added, and the aqueous layer was extracted with ethyl acetate; the combined organic layers were dried over magnesium sulfate, filtered, and concentratedin vacuo. Silica gel chromatography (Gradient: 0% to 5% methanol in dichloromethane)provided the product as a colorless oil (10.4 g). Similar purification of mixed fractionsafforded additional product (3.7 g). Combined yield: 14.1 g, 53.1 mmol, 59%. H NMR(400 MHz, CDCI3) 7.13 (d, J=8.0 Hz, 1H), 6.42-6.47 (m, 2H), 3.99 (ddd, J=11.6, 4.6,1.5 Hz, 1H), 3.82 (5, 3H), 3.80 (5, 3H), 3.76 (5, 2H), 3.36-3.45 (m, 2H), 2.63-2.73 (m,1H), 1.85-1.92 (m, 1H), 1.78-1.85 (m, 1H), 1.38 (dddd, J=13, 12, 11,4.7 Hz, 1H), 1.20 (d, J=6.2 Hz, 3H), 1.10(ddd, J=11, 11, 11 Hz, 1H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; PFIZER INC.; BRODNEY, Michael Aaron; CHAPPIE, Thomas Allen; CHEN, Jinshan Michael; COE, Jotham Wadsworth; COFFMAN, Karen Jean; GALATSIS, Paul; GARNSEY, Michelle Renee; HELAL, Christopher John; HENDERSON, Jaclyn Louise; KORMOS, Bethany Lyn; KURUMBAIL, Ravi G.; MARTINEZ-ALSINA, Luis Angel; PETTERSSON, Martin Youngjin; REESE, Matthew Richard; ROSE, Colin Richard; STEPAN, Antonia Friederike; VERHOEST, Patrick Robert; WAGER, Travis T.; WARMUS, Joseph Scott; ZHANG, Yuan; (193 pag.)WO2018/163066; (2018); A1;,
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September 7,2021 News Introduction of a new synthetic route about 20781-20-8

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 20781-20-8.

These common heterocyclic compound, 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. 20781-20-8

Intermediate 3C:; [00197] To Intermediate 3B (3.0 g, 11.99 mmol) in toluene (18 mL) was added (2,4-dimethoxyphenyl)methanamine (2.476 mL, 16.48 mmol). The mixture was stirred at 125 0C (oil bath) for 3.5 h. The color changed from deep red to yellow. After the mixture cooled to rt, it was triturated with EtOAc/hexanes (1 : 2) and left standing overnight. The yellow precipitate was collected by filtration to give Intermediate 3C (3.92 g, 96% yield).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 20781-20-8.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2008/79836; (2008); A2;,
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6-Sep-21 News New downstream synthetic route of 20781-20-8

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, A new synthetic method of this compound is introduced below., Formula: C9H13NO2

Weighing 167 mg of 2,4-dimethoxybenzylamine, 6.1 mg of Ru catalyst,3.0 mL of ethanol was weighed, 290 mg of 5-HMF was weighed,In 10mL autoclave mixed evenly, the system with 10bar hydrogen replacement 3 times,The reaction initial hydrogen pressure was 20 bar, the temperature was 110 C,The reaction time was 12 h. After the end of the reaction, the ethanol was removed under reduced pressure,The residue was separated using a silica gel columnWith a color solid of 325.4 mg, yield 84%.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Dalian Institute of Chemical Physics; Zhang Zongchao; Xu Zhanwei; Wan Lu; Yan Peifang; (17 pag.)CN106632165; (2017); A;,
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September 2,2021 News Brief introduction of 20781-20-8

According to the analysis of related databases, 20781-20-8, the application of this compound in the production field has become more and more popular.

Related Products of 20781-20-8, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 20781-20-8 as follows.

A mixture of 2-chloropyrimidine (2.00 g, 17.50 mmol), (2,4-dimethoxyphenyl)methanamine (2.92 g, 17.50 mmol) and potassium carbonate (2.90 g, 21.00 mmol) in anhydrous acetonitrile (20 mL) was degassed with by sparging with nitrogen, and then stirred to 80 C. for 10 h. After cooling to ambient temperature, the reaction mixture was concentrated in vacuo. The residue was purified by column chromatography, eluting with 50% of petroleum ether in ethyl acetate, to afford the title compound as a yellow solid (2.10 g, 49% yield): 1H NMR (400 MHz, CDCl3) delta8.27 (d, J=4.5 Hz, 2H), 7.24 (d, J=8.3 Hz, 1H), 6.50 (t, J=4.8 Hz, 1H), 6.47 (d, J=2.5 Hz, 1H), 6.43 (dd, J=8.3, 2.5 Hz, 1H), 5.58 (br s, 1H), 4.55 (d, J=6.0 Hz, 2H), 3.83 (s, 3H), 3.80 (s, 3H).

According to the analysis of related databases, 20781-20-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Xenon Pharmaceuticals Inc.; Andrez, Jean-Christophe; Bogucki, David Earl; Burford, Kristen Nicole; Chowdhury, Sultan; Cohen, Charles Jay; Decker, Shannon Marie; Dehnhardt, Christoph Martin; Devita, Robert Joseph; Empfield, James Roy; Focken, Thilo; Grimwood, Michael Edward; Hasan, Syed Abid; Jia, Qi; Johnson, JR., James Philip; Wilson, Michael Scott; Zenova, Alla Yurevna; (287 pag.)US2018/162868; (2018); A1;,
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Continuously updated synthesis method about 20781-20-8

The synthetic route of 20781-20-8 has been constantly updated, and we look forward to future research findings.

Reference of 20781-20-8, A common heterocyclic compound, 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, molecular formula is C9H13NO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

1-(2,4-Dimethoxyphenyl)methanamine (1.97 mL, 13.1 mmol) was added to a solution of 2-methyltetrahydro-4H-pyran-4-one (500 mg, 4.4 mmol) in methanol (10 mL). After stirring for 1 hour at room temperature, the reaction mixture was cooled to -78 C. and a solution of lithium borohydride (98%, 85 mg, 3.8 mmol) in tetrahydrofuran (1.5 mL) was added drop-wise. The reaction mixture was allowed to slowly warm to room temperature overnight, whereupon it was cooled to -20 C. and quenched via careful addition of saturated aqueous sodium bicarbonate solution. Ethyl acetate (25 mL) and sufficient water to solubilize the precipitate were added, and the aqueous layer was extracted with ethyl acetate. The combined organic layers were dried over magnesium sulfate, filtered, and concentrated in vacuo. Chromatography on silica gel [Gradient: 0% to 15% (10:1 methanol/concentrated ammonium hydroxide) in ethyl acetate] provided the product as a colorless oil. Yield: 936 mg, 3.53 mmol, 80%. 1H NMR (400 MHz, CDCl3) delta 7.13 (d, J=8.0 Hz, 1H), 6.46 (d, half of AB quartet, J=2.2 Hz, 1H), 6.44 (dd, half of ABX pattern, J=8.1, 2.3 Hz, 1H), 4.00 (ddd, J=11.6, 4.6, 1.6 Hz, 1H), 3.82 (s, 3H), 3.81 (s, 3H), 3.76 (s, 2H), 3.37-3.46 (m, 2H), 2.63-2.72 (m, 1H), 1.85-1.92 (m, 1H), 1.78-1.85 (m, 1H), 1.37 (dddd, J=13, 12, 11, 4.6 Hz, 1H), 1.20 (d, J=6.2 Hz, 3H), 1.10 (ddd, J=12, 11, 11 Hz, 1H)

The synthetic route of 20781-20-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pfizer Inc.; Galatsis, Paul; Henderson, Jaclyn Louise; Kormos, Bethany Lyn; Kurumbail, Ravi G.; Reese, Matthew Richard; Stepan, Antonia Friederike; Verhoest, Patrick Robert; Wager, Travis T.; Pettersson, Martin Youngjin; Garnsey, Michelle Renee; (150 pag.)US2017/73343; (2017); A1;,
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Share a compound : 20781-20-8

The synthetic route of 20781-20-8 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 20781-20-8,Some common heterocyclic compound, 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, molecular formula is C9H13NO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Step 42.3: N*6*-tert-butyl-2-chloro-N*8*-(2,4-dimethoxy-benzyl)-9-(tetrahydro-pyran-2-yl)- 9H-purine-6,8-diamine (Buchwald type amination, Method E) A solution of [8-Bromo-2-chloro-9-(tetrahydro-pyran-2-yl)-9H-purin-6-yl]-tert-butyl-amine (compound of Step 41.2, 77 mg, 0.2 mmol), 2,4-dimethoxybenzylamine (40 mg, 0.24 mmol), potassium phosphate tribasic (60 mg, 0.28 mmol), biphenyl-2-yl-di-tert-butyl-phosphane (8 mg, 0.02 mmol), and Pd2(dba)3 (9 mg, 0.02 mmol) are stirred in dimethoxyethane (0.5 mL) under argon for 20 h at 100C. The reaction mixture is cooled to RT, diluted with ethyl acetate, washed with 10% sodium bicarbonate, and brine. The combined organic phases are dried over sodium sulfate, the solvent is evaporated in vacuo and the residue is purified by column flash chromatography on silica gel (CombiFlashNo. Companion RediSep column hexane/ethyl acetate gradient 20: 1 to 4: 1) to afford N*6*-tert-butyl-2-chloro-N*8*-(2,4- dimethoxy-benzyl)-9- (tetrahydro-pyran-2-yl)-9H-purine-6,8-diamine (55 mg, 58%), HPLC tR : 6.03, (M+H)+ = 475.1.

The synthetic route of 20781-20-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/97135; (2005); A2;,
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